Acotiamide

Acotiamide is a prokinetic agent with gastrointestinal (GI) motility-enhancing activity. Although the exact mechanism by which acotiamide exerts its effect has yet to be fully elucidated, this agent appears to inhibit acetylcholinesterase (AChE), an enzyme responsible for the breakdown of acetylcholine (Ach). Increased Ach concentrations lead to an improvement of gastric emptying and GI motility and eventually to a reduction of dyspepsia symptoms

General

Type : Drug, Sulfur Compound, Carboxamide

Chemical_Nomenclature : N-[2-[di(propan-2-yl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxamide

Canonical SMILES : CC(C)N(CCNC(=O)C1=CSC(=N1)NC(=O)C2=CC(=C(C=C2O)OC)OC)C(C)C

InChI : InChI=1S\/C21H30N4O5S\/c1-12(2)25(13(3)4)8-7-22-20(28)15-11-31-21(23-15)24-19(27)14-9-17(29-5)18(30-6)10-16(14)26\/h9-13,26H,7-8H2,1-6H3,(H,22,28)(H,23,24,27)

InChIKey : TWHZNAUBXFZMCA-UHFFFAOYSA-N

Other name(s) : UNII-D42OWK5383  ||  CHEBI:34523  ||  MZ-338  ||  AC1NQZWJ


MW : 450.55

Formula : C21H30N4O5S

CAS_number : 185106-16-5

PubChem : 5282338

UniChem : TWHZNAUBXFZMCA-UHFFFAOYSA-N

Wikipedia : Acotiamide

Target

Families : Acotiamide ligand of proteins in family
ACHE

References (13)

Title : Acotiamide Hydrochloride, a Therapeutic Agent for Functional Dyspepsia, Enhances Acetylcholine-induced Contraction via Inhibition of Acetylcholinesterase Activity in Circular Muscle Strips of Guinea Pig Stomach - Ito_2016_Drug.Res.(Stuttg)_66_196
Author(s) : Ito K , Kawachi M , Matsunaga Y , Hori Y , Ozaki T , Nagahama K , Hirayama M , Kawabata Y , Shiraishi Y , Takei M , Tanaka T
Ref : Drug Res (Stuttg) , 66 :196 , 2016
Abstract :
PubMedSearch : Ito_2016_Drug.Res.(Stuttg)_66_196
PubMedID: 26418413

Title : Physiologically-Based Pharmacokinetic and Pharmacodynamic Modeling for the Inhibition of Acetylcholinesterase by Acotiamide, A Novel Gastroprokinetic Agent for the Treatment of Functional Dyspepsia, in Rat Stomach - Yoshii_2016_Pharm.Res_33_292
Author(s) : Yoshii K , Iikura M , Hirayama M , Toda R , Kawabata Y
Ref : Pharm Res , 33 :292 , 2016
Abstract :
PubMedSearch : Yoshii_2016_Pharm.Res_33_292
PubMedID: 26350104

Title : Distribution of acotiamide, an orally active acetylcholinesterase inhibitor, into the myenteric plexus of rat and dog stomachs - Yoshii_2016_Life.Sci_145_93
Author(s) : Yoshii K , Yamaguchi T , Hirayama M , Toda R , Kinomoto T , Kawabata Y , Chiba K
Ref : Life Sciences , 145 :93 , 2016
Abstract :
PubMedSearch : Yoshii_2016_Life.Sci_145_93
PubMedID: 26682939

Title : Emerging treatments in neurogastroenterology: Acotiamade, a novel treatment option for functional dyspepsia - Matsushita_2016_Neurogastroenterol.Motil_28_631
Author(s) : Matsushita M , Masaoka T , Suzuki H
Ref : Neurogastroenterol Motil , 28 :631 , 2016
Abstract :
PubMedSearch : Matsushita_2016_Neurogastroenterol.Motil_28_631
PubMedID: 26730749

Title : Effect of acotiamide on gastric emptying in healthy adult humans - Zai_2014_Eur.J.Clin.Invest_44_1215
Author(s) : Zai H , Matsueda K , Kusano M , Urita Y , Saito Y , Kato H
Ref : European Journal of Clinical Investigation , 44 :1215 , 2014
Abstract :
PubMedSearch : Zai_2014_Eur.J.Clin.Invest_44_1215
PubMedID: 25370953

Title : Efficacy of acotiamide in combination with esomeprazole for functional dyspepsia refractory to proton-pump inhibitor monotherapy - Mayanagi_2014_Tohoku.J.Exp.Med_234_237
Author(s) : Mayanagi S , Kishino M , Kitagawa Y , Sunamura M
Ref : Tohoku J Exp Med , 234 :237 , 2014
Abstract :
PubMedSearch : Mayanagi_2014_Tohoku.J.Exp.Med_234_237
PubMedID: 25382232

Title : Acotiamide: first global approval - Nolan_2013_Drugs_73_1377
Author(s) : Nolan ML , Scott LJ
Ref : Drugs , 73 :1377 , 2013
Abstract :
PubMedSearch : Nolan_2013_Drugs_73_1377
PubMedID: 23881665

Title : A placebo-controlled trial of acotiamide for meal-related symptoms of functional dyspepsia - Matsueda_2012_Gut_61_821
Author(s) : Matsueda K , Hongo M , Tack J , Saito Y , Kato H
Ref : Gut , 61 :821 , 2012
Abstract :
PubMedSearch : Matsueda_2012_Gut_61_821
PubMedID: 22157329

Title : Acotiamide, a new orally active acetylcholinesterase inhibitor, stimulates gastrointestinal motor activity in conscious dogs - Nagahama_2012_Neurogastroenterol.Motil_24_566
Author(s) : Nagahama K , Matsunaga Y , Kawachi M , Ito K , Tanaka T , Hori Y , Oka H , Takei M
Ref : Neurogastroenterol Motil , 24 :566 , 2012
Abstract :
PubMedSearch : Nagahama_2012_Neurogastroenterol.Motil_24_566
PubMedID: 22429221

Title : Acotiamide hydrochloride (Z-338) enhances gastric motility and emptying by inhibiting acetylcholinesterase activity in rats - Kawachi_2011_Eur.J.Pharmacol_666_218
Author(s) : Kawachi M , Matsunaga Y , Tanaka T , Hori Y , Ito K , Nagahama K , Ozaki T , Inoue N , Toda R , Yoshii K , Hirayama M , Kawabata Y , Takei M
Ref : European Journal of Pharmacology , 666 :218 , 2011
Abstract :
PubMedSearch : Kawachi_2011_Eur.J.Pharmacol_666_218
PubMedID: 21651906

Title : Mechanism for distribution of acotiamide, a novel gastroprokinetic agent for the treatment of functional dyspepsia, in rat stomach - Yoshii_2011_J.Pharm.Sci_100_4965
Author(s) : Yoshii K , Hirayama M , Nakamura T , Toda R , Hasegawa J , Takei M , Mera Y , Kawabata Y
Ref : J Pharm Sci , 100 :4965 , 2011
Abstract :
PubMedSearch : Yoshii_2011_J.Pharm.Sci_100_4965
PubMedID: 21630282

Title : Clinical trial: dose-dependent therapeutic efficacy of acotiamide hydrochloride (Z-338) in patients with functional dyspepsia - 100 mg t.i.d. is an optimal dosage - Matsueda_2010_Neurogastroenterol.Motil_22_618
Author(s) : Matsueda K , Hongo M , Tack J , Aoki H , Saito Y , Kato H
Ref : Neurogastroenterol Motil , 22 :618 , 2010
Abstract :
PubMedSearch : Matsueda_2010_Neurogastroenterol.Motil_22_618
PubMedID: 20059698

Title : Acotiamide (Z-338) as a possible candidate for the treatment of functional dyspepsia - Suzuki_2010_Neurogastroenterol.Motil_22_595
Author(s) : Suzuki H , Hibi T
Ref : Neurogastroenterol Motil , 22 :595 , 2010
Abstract :
PubMedSearch : Suzuki_2010_Neurogastroenterol.Motil_22_595
PubMedID: 20553562